Grundy County Homes under $500,000

Grundy County Homes under $500,000

Welcome to Grundy County, Missouri – a hidden gem that beautifully combines small-town charm with modern conveniences. Nestled in the heart of the Midwest, Grundy County is known for its scenic landscapes, friendly communities, and rich history. With its picturesque countryside and vibrant local culture, this area offers an idyllic setting for families, retirees, and anyone looking for a peaceful place to call home.

One of the most appealing aspects of Grundy County is its diverse real estate market, particularly for those seeking homes under $500,000. Here, you’ll find a variety of options that cater to different lifestyles and preferences. From charming single-family homes with spacious yards to cozy cottages perfect for first-time buyers, Grundy County has something for everyone. The affordability of properties in this region makes it an attractive choice for both new homeowners and seasoned investors.

Residents enjoy a plethora of outdoor activities, including hiking, fishing, and exploring the stunning natural beauty of the area. The county is also home to excellent schools, community events, and local businesses that foster a strong sense of community. With easy access to nearby cities, you can enjoy the tranquility of rural living without sacrificing convenience.

Whether you’re searching for your dream home or looking to invest in a thriving community, Grundy County, MO, offers a perfect blend of affordability, charm, and opportunity. Come and discover the warmth and welcoming spirit of this wonderful county – your future home awaits!

Newest Grundy County Homes under $500,000

1010 W 14th Street, Trenton
$79,900
2 Beds ⋅ 1.5 Baths
Featuring a charming and rustic styling, this small home on W 14th St is sure to impress. The home opens up into a livingroom area, with barn-metal on the ceiling, real wood wall accents, a live-edge bar and half bathroom. Just off the living room, you have a deck overlooking your 0.51 acre lot, making this living room the perfect spot for entertaining. The kitchen offers plenty of cabinet space, and leads into the two bedrooms. Both bedrooms have a door leading into the master bathroom. There have been some thoughtful upgrades on this home recently, including a new roof and gutters in 2026. Windows replaced in 2026, and other upgrades such as flooring, paint, ect. Under the home, there is a full, unfinished basement. Outside, there is a detached carport, chicken coop, and plenty of space to garden or fence in for pets on this large corner lot. Come check it out today!

1010 W 14th Street, Trenton

Listing courtesy of Cole Rorebeck of Rorebeck Realty.
514 E 8th Street, Trenton
$299,900
4 Beds ⋅ 2.5 Baths
A Home Rich in Character, History, and Timeless Charm! Step back in time and discover this remarkable 1920 Victorian-style home, filled with architectural details, spacious rooms, and features rarely found today! The expansive living room features a wall of windows welcoming abundant natural light, just off the formal dining room. The vintage kitchen showcases retro cabinetry, distinctive countertops with chrome trim, and a classic RCA Whirlpool electric wall oven. A butler's pantry, vintage push-button maid service buzzers, and a library with a built-in television add to the home's nostalgic charm. The beautiful staircase leads to the second level, featuring an ornate fireplace on the landing, four bedrooms, a sitting room, and a spacious bathroom with a double vanity. An upstairs bedroom provides access to the expansive rooftop terrace, with family stories suggesting President Harry S. Truman once stayed in that very room, although the account has not been independently verified. The attic offers two cedar closets and additional storage. Two separate staircases provide access to the basement, which features a family room, wet bar, half bath, and laundry room. Situated on just over half an acre on a corner lot, the property also offers a private driveway and a two-car detached garage. From its historic craftsmanship to its unique features and stories passed down through generations, this one-of-a-kind home is ready for its next chapter!

514 E 8th Street, Trenton

Listing courtesy of Amanda Vandevender of Rorebeck Realty.
603 W 10th Street, Trenton
$110,000
4 Beds ⋅ 2 Baths
Welcome to 603 W 10th St in Trenton! This spacious 4-bedroom, 2-bath home offers the perfect blend of move-in-ready comfort and opportunity to make it your own. Conveniently located near downtown Trenton, local activities, and the college, you'll enjoy easy access to the community and its amenities. Situated on a generous .58-acre lot, there is plenty of room for gardening, outdoor activities, and enjoying your own outdoor space. The main level offers convenient living with a large bedroom, attached laundry, and a full bathroom just off the kitchen. The bedroom on the main floor provides versatile space that can easily serve as a dining room, family room, or home office—perfect for entertaining guests or working from home. With bathrooms on both levels, the layout offers flexibility and functionality to suit a variety of needs. Step outside to enjoy the private, covered back deck, an ideal spot for relaxing or entertaining. With four bedrooms, flexible living spaces, a spacious yard, and room to bring your vision to life, this property is full of possibilities. Don't miss your opportunity to make this Trenton home your own!

603 W 10th Street, Trenton

Listing courtesy of Bobbi Meneely of RE/MAX Town and Country.
1403 E 13th Street, Trenton
$234,900
This well-maintained duplex offers an excellent opportunity for investors or buyers looking to offset their living expenses by occupying one unit while renting out the other. Each unit features 2 bedrooms, 1 bathroom, a spacious living area, a fully equipped kitchen with refrigerator, electric range/oven, microwave, and dishwasher, plus a stackable washer and dryer. Both units are all-electric with heat pumps and include an attached one-car garage, a private side patio accessible from the living room, and additional backyard space. The property features durable concrete siding, with a new roof to be installed. Unit A offers a combination of hardwood, tile, and carpet flooring and is currently leased through September 2027. Unit B features carpet and tile flooring and is currently vacant, offering an opportunity for immediate owner-occupancy or a new tenant. Whether you're looking to begin your investment portfolio, expand your rental holdings, or enjoy the benefits of owner-occupancy with rental income potential, this quality duplex offers versatility and opportunity!

1403 E 13th Street, Trenton

Listing courtesy of Amanda Vandevender of Rorebeck Realty.
224 NW 3rd Avenue, Trenton
$275,000
4 Beds ⋅ 1 Baths
Enjoy the space and freedom of country living just at the edge of town! Situated on 10.2 acres in Grundy County near the Trenton city limits, this charming older home offers four bedrooms, one bathroom, and numerous recent improvements. The practical two-story layout includes two bedrooms on the main level near the bathroom, kitchen, and living room, with two additional bedrooms upstairs. A full unfinished basement provides plenty of room for storage and future possibilities. Major updates include a newer roof and new central air conditioning, with an upgraded basement and septic system currently being installed. Outside, the gently rolling acreage features open grassland suitable for livestock, recreation, or a small hobby farm. The property also includes a pond, greenhouse, chicken coop, fruit trees, mature shade trees, and a detached two-car carport. With over 10 acres, useful outbuildings, and a convenient location close to town while remaining outside the city limits, this property offers an appealing combination of rural space and everyday convenience.

224 NW 3rd Avenue, Trenton

Listing courtesy of Michael Beach of Rorebeck Realty.
300 W 7th Street, Trenton
$189,900
3 Beds ⋅ 2 Baths
Welcome to this beautifully remodeled home where classic charm meets modern convenience! This move-in-ready 3-bedroom, 2-full-bath home has been completely updated from top to bottom, offering the comfort of a newer home with the character and location of an established property. Everything is on one level, making this home convenient and easy to enjoy. The completely remodeled interior features a brand-new kitchen with new cabinets, new flooring throughout, fresh paint, new doors, new lighting, and all-new plumbing. Both full bathrooms have been beautifully updated, while new heating and cooling provide year-round comfort. The exterior has received an impressive makeover as well, including new siding and a new roof. Step outside to enjoy the covered front porch, concrete patio, and spacious corner lot. A detached 2-car garage provides plenty of room for vehicles, storage, or hobbies. The full unfinished basement offers additional storage space, with laundry conveniently located in one of the bathrooms on the main level. Located close to downtown and the elementary school, this home offers both convenience and a great location. With all the major updates already completed, there is nothing left to do but move right in and enjoy!

300 W 7th Street, Trenton

Listing courtesy of Melissa Purkapile of Century 21 Team Elite.
206 Ridgeway Street, Trenton
$179,900
4 Beds ⋅ 2 Baths
Check out this spacious home, just steps away from the Golf Course! Sitting at the end of Ridgeway st you will find this 4 bedroom 2 bathroom home. As you walk in, you will notice the extra-tall ceilings, and expansive open spaces this home offers. The main level offers a bedroom, laundry, a formal dining area, office, and living room. There is tons of flexibility here for someone looking for a large home. The kitchen features wood cabinetry, and comes with appliances. Heading upstairs, you will find three more bedrooms, as well as a flex-space that might work as a playroom or even another bedroom. There is also a full bathroom upstairs, with some storage in the back. Outside this home sits on a nice shaded lot, partially fenced in. There is a sun-porch on the south side of the home, leading out to a brick patio area. There is also a basement that could be used for extra storage. Come check this home out today!

206 Ridgeway Street, Trenton

Listing courtesy of Cole Rorebeck of Rorebeck Realty.
1026 McPherson Street, Trenton
$69,000
2 Beds ⋅ 1.5 Baths
An affordable home that offers so much value! As you walk into this 1910 built home, you will enter into a sun-porch, through that you will be greeted with the living room. You will notice the original hardwood floors, and the trim, giving it that historic charm. On the main level of this home, you also have a kitchen, dining room, half bath and an office that may be used as a third bedroom if desired. Upstairs you will find two bedrooms, each with ample closet space, as well as a full bathroom. The basement would include the laundry area, and extra storage space. This home even has a laundry chute! Outside there is a fully fenced in yard, with space to drive a riding lawnmower back in - as well as a back deck. Come take a look at this charming home today!

1026 McPherson Street, Trenton

Listing courtesy of Cole Rorebeck of Rorebeck Realty.
703 E 7th Street, Trenton
$129,900
3 Beds ⋅ 1.5 Baths
A cozy home at an affordable price! This 3 bedroom on E 7th St has seen a top to bottom makeover, and provides a comfortable home, with a good layout and ample storage space. The front yard has a white fence, giving it tons of curb appeal. As you walk into the home, you enter into the living room. A bright and inviting space, that makes you feel right at home. On the main level, you also have a bedroom, half bath, dining room, and the kitchen. In the kitchen, you will find a fridge and stove that are included, as well as ample cabinet space, new electrical wiring, and a tile backsplash. The owner will be installing new cabinet doors, on the base cabinets. Upstairs, there are two more bedrooms, and a full bathroom. This home has extra storage down in the basement, as well as laundry. Outside, you will find a carport, side deck, and a small backyard. Come check this one out today!

703 E 7th Street, Trenton

Listing courtesy of Cole Rorebeck of Rorebeck Realty.
653 N 2nd Street, Spickard
$239,900
3 Beds ⋅ 1 Baths
On the edge of town this home has so much to offer for the price! Sitting on an impressive 32.94 +/- acres, directly following the Weldon River this property offers a unique opportunity for recreation, hunting, and outdoor living. The land is a good diverse mix of timber, some tillable, multiple sandbars, river access and a generous yard for the house. The home itself, is a 3 bedroom built in 1963, offering a functional layout, with spacious bedrooms. The kitchen comes with appliances, and has an area for laundry. Downstairs, this home has a partially finished basement, with a single car garage under the home. Some TLC needed at the home but offers great possibilities! Outside, you have a detached shed with a concrete floor, as well as a smaller storage shed. An ideal property for someone looking to get on the edge of town, with a great country view, on some land! Exact final acreage subject to survey, due to bordering river

653 N 2nd Street, Spickard

Listing courtesy of Cole Rorebeck of Rorebeck Realty.
1207 Scott Street, Trenton
$185,000
3 Beds ⋅ 1.5 Baths
Welcome home to this move-in ready ranch nestled in a desirable neighborhood with a corner location that's hard to beat! Offering 3 comfortable bedrooms, 1 full bathroom, and a convenient half bath with laundry, this home provides a functional layout perfect for everyday living—all on one level. The main level features a spacious living room, dining area, and an inviting kitchen with easy access to the private covered deck—an ideal spot to enjoy your morning coffee, entertain guests, or relax while overlooking the backyard. The full unfinished basement offers endless possibilities for storage, a workshop, or future finishing. For added peace of mind, the basement has been professionally repaired by a foundation company and comes with a 30-year transferable warranty. A 2-car attached garage provides plenty of room for vehicles and extra storage. Additional updates include new gutters backed by a 15-year warranty. Additional highlights include a durable metal roof, an air-to-air heat pump with electric backup heat, an electronic air filtration system, central air conditioning, and a great location just minutes from schools and a walking trail, making it easy to enjoy everything the neighborhood has to offer. Whether you're looking for your first home, a place to downsize, or an investment with room to grow, this property combines comfort, value, and confidence with its major recent improvements. Schedule your private showing today!

1207 Scott Street, Trenton

Listing courtesy of Melissa Purkapile of Century 21 Team Elite.
510 Main Street, Trenton
$25,000
5 Beds ⋅ 5 Baths
Prime commercial redevelopment opportunity in the heart of Trenton. Located on highly visible Main Street and zoned commercial, this property offers an excellent location for a new office, retail, service business, or mixed-use development. The existing 1.5-story structure was previously converted into five apartment units, each consisting of a kitchen, living room, bedroom, and bathroom, but the building is currently vacant and requires significant rehabilitation. With its proximity to downtown businesses, the Grundy County Courthouse, Law Enforcement Center, and newer commercial developments—including a recently constructed insurance office nearby—this property's highest and best use may be redevelopment. Opportunities to acquire a commercially zoned lot in this desirable downtown corridor are becoming increasingly rare. Whether you're an investor, developer, or business owner looking for a strategic location with strong visibility and traffic exposure, this property deserves consideration.

510 Main Street, Trenton

Listing courtesy of Melissa Purkapile of Century 21 Team Elite.
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The information displayed on this page is confidential, proprietary, and copyrighted information of Heartland Multiple Listing Service, Inc. (“Heartland MLS”). Copyright 2026, Heartland Multiple Listing Service, Inc. Heartland MLS and the company represented by this website do not make any warranty or representation concerning the timeliness or accuracy of the information displayed herein. In consideration for the receipt of the information on this page, the recipient agrees to use the information solely for the private noncommercial purpose of identifying a property in which the recipient has a good faith interest in acquiring. Data last updated . Terms of Use

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